Electronic Effects on the cis/trans Selectivity in Formation of Isoxazolidine-Fused Eight-Membered Ring via an Intramolecular Nitrone-Alkene Cycloaddition
作者:Jinbao Xiang、Tong Zhu、Qun Dang、Xu Bai
DOI:10.1007/s10593-016-1938-z
日期:2016.8
electron density of the benzene ring had a significant effect on cis/trans selectivity. These reactions were useful for the synthesis of novel tricyclic hexahydrobenzo[b]isoxazolo[3,4-f][1, 4]diazocin-4(1H)-ones and hexahydroisoxazolo[3,4-f]pyrido[3,2-b][1, 4]diazocin-4(1H)-one under mild reaction conditions in good yields
涉及原位产生的硝酮的分子内硝酮-烯烃环加成反应的反应曲线不同于先前报道的嘧啶体系。调整苯环的电子密度对顺/反式选择性有重要影响。这些反应可用于合成新型三环六氢苯并[ b ]异恶唑并[3,4- f ] [1,4]二唑-4(1 H)-ones和六氢异恶唑并[3,4- f ]吡啶[3,2 - b ] [1,4] diazocin-4(1 ħ) -酮以良好的收率下温和的反应条件